1. Using the molecule below, which is a drug molecule, answer parts 1a-1c. In th
ID: 476326 • Letter: 1
Question
1. Using the molecule below, which is a drug molecule, answer parts 1a-1c. In this drawing, all bonds, atoms, and formal charges are shown. 1a) How many likely Hydrogen bond acceptors are on this molecule? What is the total number of Hydrogen bonding interactions these H-bond acceptor groups can make? Clearly circle all atoms or groups that are H-bond acceptors. 1b) How many likely Hydrogen bond donors are on this molecule? What is the total number of Hydrogen bonding interactions these H-bond donor groups can make? Place a triangle clearly around all atoms or groups that are H-bond donors. 1c) This molecule has only one observed pKa: 8.0 1ci) At what pH or over what pH range would you expect this molecule to exist in the form drawn above, knowing the pKa? How would you classify the molecule drawn above, is it in the acid or base form for that molecule? l. Using the molecule below which is a drug molecule answer questions la-lc, in this drawing all bonds, atoms and formal charges are shown. H H N N H H H la. How many likely Hydrogen bond acceptors are on this molecule? What is the total number of Hydrogen bonding interactions these H-bond acceptor groups can make? Clearly circle all atoms or groups that are H-bond acceptors. Give this response for the exact structure that is drawn above and no other form of this molecule. (5 points) lb. How many likely Hydrogen bond donors are on this molecule? What is the total number of Hydrogen bonding interactions these H-bond donor groups can make? Place a triangle clearly around all atoms or groups that are H-bond donors. Give this response for the exact structure that is drawn above and no other form of this molecule. (5 points) lc. This molecule has only one observed pKa and that pKa is 8.0. (5 points each) lci. At what over what pH range would you expect this molecule to exist in the form drawn above knowing the pKa? How would you classify the molecule drawn above, is it in the acid or base form for that molecule? lcii. What overall charge would you expect the predominant form of this molecule to have at pH 6.8? Would you expect this molecule to readily cross a cell membrane at pH 6.8? Why or why not?Explanation / Answer
For the drawn molecule above,
1a. The total number of hydrogen bond acceptors in the molecule are five. The total number of hydrogen bond interactions theses groups could make are five. The atoms or groups that could form these hydrogen bonds are the -Nitrogens and, the -Oxygens.
1b. Likely number of hydrogen bond donors are three. The total number of hydrogen bond interactions are thus three. Groups forming these hydrogen bonds are -NH and -OH
1c. The pH are which the molecule would be present in the given form is around pH 8.0 and above. The molecule is the ionized form or conjugate base form is the basic form and it can accept a proton.
1d. At 6.8 the oxoanion would be in the protonated form, so the overall charge on the molecule becomes, +2. The molecule being charged would not be able to cross the cell membrane as it needs much higher potential to cross the boundary.
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